Z 2S,4S,5R 2-butenoic acid, 3-<4-methyl-3-<(4-methylphenyl)sulfonyl>-5-phenyl-2-oxazolidinyl>methyl ester | 138847-52-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Z 2S,4S,5R 2-butenoic acid, 3-<4-methyl-3-<(4-methylphenyl)sulfonyl>-5-phenyl-2-oxazolidinyl>methyl ester
• 英文别名: methyl (Z)-3-[(2S,4S,5R)-4-methyl-3-(4-methylphenyl)sulfonyl-5-phenyl-1,3-oxazolidin-2-yl]but-2-enoate
• CAS: 138847-52-6
• 化学式: C₂₂H₂₅NO₅S
• 分子量: 415.51
• InChiKey: HMJOPQAPHJVKNH-PDHFSGLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (Z)-4,4-Dimethoxy-3-methyl-but-2-enoic acid 在 三氟化硼乙醚 、 四丁基硫酸氢铵 作用下， 以 乙腈 、 苯 为溶剂， 反应 0.34h， 生成 Z 2S,4S,5R 2-butenoic acid, 3-<4-methyl-3-<(4-methylphenyl)sulfonyl>-5-phenyl-2-oxazolidinyl>methyl ester
  参考文献：
  名称：

  Asymmetric hydrogenation of 3-methyl-fumaric and maleic ester monoaldehydes protected as neph-derived oxazolidines

  摘要：

  The hydrogenation of 3-methyl-fumaric and maleic ester mono aldehydes protected as oxazolidines of nor-ephedrine (NEPH) derivation has been studied. This transformation takes place with moderate to good pi-face stereodifferentiation and allows the preparation of non-racemic 3-methyl-succinaldehydic acid methyl ester (1, R = Me). The factors dictating the diastereocontrol are discussed.

  DOI：

  10.1016/s0040-4020(01)89738-6

文献信息

• Asymmetric hydrogenation of 3-methyl-fumaric and maleic ester monoaldehydes protected as neph-derived oxazolidines
  作者：Anna Bernardi、Oliviero Carugo、Alessandra Pasquarello、Atanas Sidjimov、Giovanni Poli

  DOI：10.1016/s0040-4020(01)89738-6

  日期：1991.8

  The hydrogenation of 3-methyl-fumaric and maleic ester mono aldehydes protected as oxazolidines of nor-ephedrine (NEPH) derivation has been studied. This transformation takes place with moderate to good pi-face stereodifferentiation and allows the preparation of non-racemic 3-methyl-succinaldehydic acid methyl ester (1, R = Me). The factors dictating the diastereocontrol are discussed.